Hydrochloric Acid → 2-(Butyloxy)-9-[(1-ethyl-4-piperidinyl)methyl]-9H-purin-6-amine

HRID 2403886Notes

Reaction equation

HRID 2403886 reaction equation
[CH2:1]([O:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[C:11](OC)[N:12]2[CH2:15][CH:16]2[CH2:21][CH2:20][N:19]([CH2:22][CH3:23])[CH2:18][CH2:17]2)=[C:8]([NH2:26])[N:7]=1)[CH2:2][CH2:3][CH3:4].Cl.O1CCOCC1>CO>[CH2:1]([O:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[CH:11][N:12]2[CH2:15][CH:16]2[CH2:17][CH2:18][N:19]([CH2:22][CH3:23])[CH2:20][CH2:21]2)=[C:8]([NH2:26])[N:7]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 58306069HCID 58306069, compound

Product 1

HCID 671825152-(Butyloxy)-9-[(1-ethyl-4-piperidinyl)methyl]-9H-purin-6-amineYield 94.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

2-(Butyloxy)-9-[(1-ethyl-4-piperidinyl)methyl]-8-(methyloxy)-9H-purin-6-amine (37 mg, 0.102 mmol) was dissolved in methanol (5 ml) and 4M hydrogen chloride in 1,4-dioxane (0.638 ml, 2.55 mmol) and stirred at rt for 5 hours. The solvent was removed in vacuo to give a white solid. The sample was dissolved in methanol and loaded onto an aminopropyl SPE (2 g), eluting with methanol. The solvent was removed to give the title compound as a white solid (32 mg).

Workup

  1. customThe solvent was removed in vacuo
  2. customto give a white solid
  3. washeluting with methanol
  4. customThe solvent was removed

Sources & evidence

ORD record
ord-1c26561230754ed9b68db911a01da9c4
Source dataset
uspto-grants-2014_08
Patent number
US08802684B2

Reaction notes

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